Compound, WF002, production thereof and use thereof

Abstract

The present invention provides a new bioactive compound of formula (I), which has an antimicrobial activity against pathogenic microorganisms, and a process for production thereof. Also provided are a pharmaceutical composition comprising the compound and pharmaceutically acceptable carrier, a use of the WF002 as a medicament and use of the compound for manufacture of the medicament for treatment of infectious disease.

What is claimed is:  
     
       1. A compound WF002 having the formula as follows:                    
     
     
       2. A compound of  claim 1  having the following physicochemical properties 
       a) Molecular weight: ES1:MS (negative): m/z 689 (M−H)  
       b) Elemental analysis: C, 61.08; H, 8.83  
       c) Melting point: 210-211° C.  
       d) Optical rotation: [α] D   23 =+58° (c=0.5, methanol)  
       e) UV absorption spectrum: λ max(ξ)=260 nm (methanol, 13000)  
       f) IR absorption spectrum: ν max(KBr)=3430, 2950, 2880, 1710, 1620, 1450, 1370, 1260, 1100, 1080, 1040 cm −1    
       g)  1 H-NMR spectrum: (500 MHZ, CD 3 OD) δ(ppm): 5.11 (1H, m), 4.98 (1H, s), 4.37 (1H, d, J=8 Hz), 4.34 (1H, m), 4.08 (1H, m), 3.86 (1H, m), 3.67 (1H, m), 3.38 (1H, d, J=10 Hz), 3.32 (1H, m), 3.28-3.20 (3H, m), 3.13 (1H, m), 2.58 (1H, m), 2.28 (1H, m), 2.19 (1H, m), 2.06 (3H, s), 2.06 (3H, m), 1.81-1.5- (7H, m), 1.49-1.20 (4H, m), 1.22 (3H, d, J=8 Hz), 1.20 (3H, s), 1.13 (3H, s), 1.12 (1H, m), 0.98 (3H, s), 0.97 (1H, m), 0.93 (3H, s), 0.92 (3H, s),  
       h)  13 C-NMR spectrum: (125 MHZ, CD 3 OD) δ(ppm): 211.3 (s), 173.2 (s), 157.3 (s), 136.9 (s), 105.9 (s), 95.2 (d), 95.2 (d), 89.3 (d), 78.3 (d), 77.8 (d), 75.9 (d), 71.9 (d), 71.7 (d), 63.0 (t), 59.4 (t), 56.4 (d), 52.7 (d), 45.94 (d), 45.90 (t), 45.2 (s), 44.9 (s), 44.4 (t), 44.1 (s), 42.1 (s), 39.5 (s), 35.6 (t), 35.0 (t), 31.3 (d), 30.1 (t), 28.7 (q), 28.1 (a), 24.9 (t), 23.0 (t), 21.7 (q), 21.1 (q), 19.4 (q), 19.2 (t), 18.3 (q), 17.9 (q),  
       i) Solubility  
       Soluble: methanol, ethyl acetate, dimethylsulfoxide  
       Insoluble: water, n-hexane,  
       j) Color reaction  
       Positive: reactions with iodine vapor and cerium sulfate, and Molisch's test, respectively,  
       Negative: reactions with ninhydrin, Ehrlich's reagent, Dragendorff reagent and ferric chloride, respectively.  
     
     
       3. A process for the preparation of the compound WF002 of  claim 1  which comprises culturing a compound WF002-producing microorganism in a nutrient medium and recovering the compound WF002 from the resultant cultured broth. 
     
     
       4. An antimicrobial agent comprising the compound of  claim 1  and a carrier. 
     
     
       5. A pharmaceutical composition comprising an anti-microbial effective amount of the compound of  claim 1  and a pharmaceutically acceptable carrier. 
     
     
       6. A method of killing microorganisms which comprises applying the compound of  claim 1  to the microorganism. 
     
     
       7. A method of killing fungi which comprises applying the compound of  claim 1  to the fungi. 
     
     
       8. A method of treating an infectious disease caused by a pathogenic microorganism comprising applying the compound of  claim 1  to said pathogenic microorganism. 
     
     
       9. An isolated culture of  Myrothecium cinctum  No. 002. 
     
     
       10. A process for the preparation of  Myrothecium cinctum  No. 002 comprising culturing a  Myrothecium cinctum  No. 002-producing microorganism in a nutrient